N-Methylbutylamine → 6-bromo-4-(butylmethylamino)-3-propyl-2H-1-benzopyran-2-one
Reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][C:9](=[O:11])[C:8]([CH2:12][CH2:13][CH3:14])=[C:7](Cl)[C:6]=2[CH:16]=1.[CH3:17][NH:18][CH2:19][CH2:20][CH2:21][CH3:22]>CN(C)C=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][C:9](=[O:11])[C:8]([CH2:12][CH2:13][CH3:14])=[C:7]([N:18]([CH2:19][CH2:20][CH2:21][CH3:22])[CH3:17])[C:6]=2[CH:16]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 6-bromo-4-chloro-3-propyl-2H-1-benzopyran-2-one (0.4 g) and N-methylbutylamine (3 ml) in dimethylformamide (2 ml) was heated under reflux for 30 minutes and then allowed to cool overnight. Evaporation followed by column chromatography yielded 6-bromo-4-(butylmethylamino)-3-propyl-2H-1-benzopyran-2-one, as an oil. (compound 18).